11-Hydroxy-3,3-dimethyl-7,12-dioxo-3,4,6,6a,7,12,12a,12b-octahydrobenz[a]anthracen-1-yl acetate

T. Rozek; J.H. Bowie; Brian Skelton; Allan White

doi:10.1107/S0108270103013374

11-Hydroxy-3,3-dimethyl-7,12-dioxo-3,4,6,6a,7,12,12a,12b-octahydrobenz[a]anthracen-1-yl acetate

T. Rozek, J.H. Bowie, Brian Skelton, Allan White

Research output: Contribution to journal › Article

Abstract

The Diels-Alder reaction between 5-hydroxy-1,4-naphthoquinone and 5,5-dimethyl-3-vinyl-1,2-cyclohexadienyl acetate by endo addition gives the title compound, C22H22O5, in 68% yield. This racemic diastereoisomer has the opposite regiochemistry to ochromycinone analogues produced previously and may allow access to a new type of anticancer-active saquayamycin analogue.

Original language	English
Pages (from-to)	o431-o432
Journal	Acta Crystallographica Section C - Crystal Structure Communications
Volume	59
Issue number	8
DOIs	https://doi.org/10.1107/S0108270103013374
Publication status	Published - 2003

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Rozek, T., Bowie, J. H., Skelton, B., & White, A. (2003). 11-Hydroxy-3,3-dimethyl-7,12-dioxo-3,4,6,6a,7,12,12a,12b-octahydrobenz[a]anthracen-1-yl acetate. Acta Crystallographica Section C - Crystal Structure Communications, 59(8), o431-o432. https://doi.org/10.1107/S0108270103013374

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abstract = "The Diels-Alder reaction between 5-hydroxy-1,4-naphthoquinone and 5,5-dimethyl-3-vinyl-1,2-cyclohexadienyl acetate by endo addition gives the title compound, C22H22O5, in 68{\%} yield. This racemic diastereoisomer has the opposite regiochemistry to ochromycinone analogues produced previously and may allow access to a new type of anticancer-active saquayamycin analogue.",

author = "T. Rozek and J.H. Bowie and Brian Skelton and Allan White",

year = "2003",

doi = "10.1107/S0108270103013374",

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T1 - 11-Hydroxy-3,3-dimethyl-7,12-dioxo-3,4,6,6a,7,12,12a,12b-octahydrobenz[a]anthracen-1-yl acetate

AU - Rozek, T.

AU - Bowie, J.H.

AU - Skelton, Brian

AU - White, Allan

PY - 2003

Y1 - 2003

N2 - The Diels-Alder reaction between 5-hydroxy-1,4-naphthoquinone and 5,5-dimethyl-3-vinyl-1,2-cyclohexadienyl acetate by endo addition gives the title compound, C22H22O5, in 68% yield. This racemic diastereoisomer has the opposite regiochemistry to ochromycinone analogues produced previously and may allow access to a new type of anticancer-active saquayamycin analogue.

AB - The Diels-Alder reaction between 5-hydroxy-1,4-naphthoquinone and 5,5-dimethyl-3-vinyl-1,2-cyclohexadienyl acetate by endo addition gives the title compound, C22H22O5, in 68% yield. This racemic diastereoisomer has the opposite regiochemistry to ochromycinone analogues produced previously and may allow access to a new type of anticancer-active saquayamycin analogue.

U2 - 10.1107/S0108270103013374

DO - 10.1107/S0108270103013374

M3 - Article

VL - 59

SP - o431-o432

JO - Acta Crystallographica. Section C: Crystal Structure Communications

JF - Acta Crystallographica. Section C: Crystal Structure Communications

SN - 1600-5759

IS - 8

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Access to Document

10.1107/S0108270103013374